Winner Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Winner vacation rentals

A small, single-story house with a front porch, a mailbox, and a satellite dish.

1. Cozy Little Getaway, Winner, SD

Cozy Little Getaway, Winner, SD
Winner
9.8 out of 10, Exceptional, (16 reviews)
"Cute, quiet little house in the middle of town, check in was easy, stay was great!! Awesome view from the front porch."
United States
Jessica V.
$207 nightly
The price is $213
Nov 22 - Nov 23
Total with taxes and fees
Cozy Little Getaway, Winner, SD
Interior

2. The Nelson House,Winner

The Nelson House,Winner
Winner
8.0 out of 10, Very good, (1 review)
"We have stayed at this house twice now. It is perfect for our hunting party, a good location, and sleeps all of us comfortably."
United States
Tyler S.
$218 nightly
The price is $221
Nov 19 - Nov 20
Total with taxes and fees
The Nelson House,Winner
A compact room with a bed, a desk, and a television.

3. The Nelson 2, Winner

The Nelson 2, Winner
Winner
$142 nightly
The price is $146
Dec 1 - Dec 2
Total with taxes and fees
The Nelson 2, Winner
A modern kitchen with a dining area, featuring a central island, dark wooden flooring, and a view into the adjacent living room.

4. The Ranch You Love

The Ranch You Love
Dallas
9.4 out of 10, Exceptional, (21 reviews)
"Perfect hunting cabin. "
United States
Matt A.
$658 nightly
The price is $694
Nov 30 - Dec 1
Total with taxes and fees
The Ranch You Love
An outdoor patio area with a grill, seating, and a view of a grassy field and trees.

5. Rustic Ridge

Rustic Ridge
Gregory
9.8 out of 10, Exceptional, (7 reviews)
"Great Place"
United States
Jordan B.
$295 nightly
The price is $311
Nov 16 - Nov 17
Total with taxes and fees
Rustic Ridge
A modern RV interior with a sofa, dining table, and a TV mounted on the wall.

6. Cozy 1-bedroom travel trailer on i90 in Central South Dakota at Kennebec.

Cozy 1-bedroom travel trailer on i90 in Central South Dakota at Kennebec.
Kennebec
8.6 out of 10, Excellent, (4 reviews)
"This RV has been remodeled with very quant design. Definitely allows a person to relax and enjoy the environment."
United States
Anthony W.
$132 nightly
The price is $142
Nov 12 - Nov 13
Total with taxes and fees
Cozy 1-bedroom travel trailer on i90 in Central South Dakota at Kennebec.
A living room with a wooden dining table, two couches, a rug, and a door with a window.

7. Valentine’s Tourist Tenure- Charming 2 bedroom cozy vacation home

Valentine’s Tourist Tenure- Charming 2 bedroom cozy vacation home
Valentine
10.0 out of 10, Exceptional, (7 reviews)
"Very enjoyable stay thank you"
United States
Kimberly E.
$216 nightly
The price is $242
Nov 22 - Nov 23
Total with taxes and fees
Valentine’s Tourist Tenure- Charming 2 bedroom cozy vacation home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Winner Hotel Reviews

A hotel room with two beds, a sofa, a TV, and a dining area.
Super 8 by Wyndham Winner SD

Super 8 by Wyndham Winner SD

Super 8 by Wyndham Winner SD
Winner

10/10 Excellent

the nicest Big Eight that I have stayed in. Everything was great!!
United States
Carey
Reviewed October 17, 2017
Super 8 by Wyndham Winner SD

Find out more about Winner

Everything you need to know about Winner vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winner vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winner vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winner vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winner. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winner in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winner rentals

At Expedia, we put the best Winner vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winner rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winner vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winner. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Winner?

Yes, there are vacation rentals near top local attractions in Winner, or you can select a more remote option if you're looking for relaxation. Winner is known for its golf courses and churches. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation rentals in Winner?

Cozy Little Getaway, Winner, SD: This Winner vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Winner include The Nelson House,Winner and The Nelson 2, Winner.

How many vacation rentals are there in Winner?

Choose from 3 Expedia vacation rentals in Winner for a memorable vacation.

What can I see and do in Winner?

Take time out to visit local sights such as Winner Country Club, Winner City Pool, and Tripp County Veteran’s Memorial. In the larger area, you’ll also find Beaulieu Lake.

What are vacation rentals like in Winner?

Vacation rentals are privately owned properties you can book for several days or longer in Winner. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.

Explore a world of travel with Expedia